Casey Key Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Casey Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Sarasota-Lakewood Ranch by IHG
Save 100% on your flight
Price was $849, price is now $520 per person
$520
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mall at University Town Center and Nathan Benderson Park are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $1,921, price is now $1,197 per person
$1,197
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free valet parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Manasota Key Resort
Save 100% on your flight
Price was $1,468, price is now $951 per person
$951
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park are located nearby.
Captiva Beach Resort
Save 100% on your flight
Price was $905, price is now $591 per person
$591
per person
Dec 5 - Dec 10
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch
Save 100% on your flight
Price was $828, price is now $553 per person
$553
per person
Dec 5 - Dec 10
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mall at University Town Center and Main Street at Lakewood Ranch are located nearby.
Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $1,298, price is now $878 per person
$878
per person
Dec 5 - Dec 10
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and Smugglers Cove Adventure Golf are located nearby.
Top Hotel Deals
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
25.93 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
11.27 km from city center
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
Carlisle Inn
3727 Bahia Vista, Sarasota, FL
18.51 km from city center
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
11.96 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
15.45 km from city center
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
The Westin Sarasota
100 Marina View Drive, Sarasota, FL
20.91 km from city center
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
DoubleTree by Hilton Sarasota Bradenton Airport
8009 15th Street E, Sarasota, FL
27.47 km from city center
Stay at this 4-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Embassy Suites by Hilton Sarasota, FL
202 North Tamiami Trail, Sarasota, FL
21.09 km from city center
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in ...
voco Sarasota by IHG
1223 Boulevard Of The Arts, Sarasota, FL
21.41 km from city center
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise ...
Golden Host Resort - Sarasota
4675 N Tamiami Trl, Sarasota, FL
25.04 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our ...
Ameniti Bay, BW Signature Collection
5985 Brookhill Boulevard, 5985, Sarasota, FL
20.41 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Lido Beach Resort
700 Benjamin Franklin Dr, Sarasota, FL
19.27 km from city center
Stay at this 4-star beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Art Ovation Hotel, Autograph Collection
1255 North Palm Avenue, Sarasota, FL
20.85 km from city center
Stay at this 4-star business-friendly hotel in Sarasota. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the bar and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Nov 9 - Thu, Nov 13
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Tue, Sep 30 - Wed, Oct 15
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Tue, Nov 4 - Tue, Nov 11
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Tue, Sep 30 - Wed, Oct 15
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Thu, Nov 6 - Thu, Nov 13
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$245 Roundtrip, found 5 days ago
$245
Roundtrip
found 5 days ago